FR3067355A1 - Composition de caoutchouc - Google Patents
Composition de caoutchouc Download PDFInfo
- Publication number
- FR3067355A1 FR3067355A1 FR1755109A FR1755109A FR3067355A1 FR 3067355 A1 FR3067355 A1 FR 3067355A1 FR 1755109 A FR1755109 A FR 1755109A FR 1755109 A FR1755109 A FR 1755109A FR 3067355 A1 FR3067355 A1 FR 3067355A1
- Authority
- FR
- France
- Prior art keywords
- elastomer
- composition according
- units
- function
- ethylene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
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- 229920001971 elastomer Polymers 0.000 title claims abstract description 113
- 239000000203 mixture Substances 0.000 title claims abstract description 88
- 239000000806 elastomer Substances 0.000 claims abstract description 73
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 41
- 239000005977 Ethylene Chemical group 0.000 claims abstract description 41
- 230000003014 reinforcing effect Effects 0.000 claims abstract description 23
- 125000000524 functional group Chemical group 0.000 claims abstract description 21
- 239000011256 inorganic filler Substances 0.000 claims abstract description 20
- 229910003475 inorganic filler Inorganic materials 0.000 claims abstract description 19
- LLVWLCAZSOLOTF-UHFFFAOYSA-N 1-methyl-4-[1,4,4-tris(4-methylphenyl)buta-1,3-dienyl]benzene Chemical group C1=CC(C)=CC=C1C(C=1C=CC(C)=CC=1)=CC=C(C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 LLVWLCAZSOLOTF-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 11
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 claims abstract description 9
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 48
- -1 dimethoxymethylsilyl Chemical group 0.000 claims description 48
- 239000000126 substance Substances 0.000 claims description 27
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 23
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 22
- 239000000178 monomer Substances 0.000 claims description 20
- 229920001577 copolymer Polymers 0.000 claims description 18
- 150000003573 thiols Chemical group 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 239000007822 coupling agent Substances 0.000 claims description 9
- 239000000377 silicon dioxide Substances 0.000 claims description 9
- 150000001412 amines Chemical class 0.000 claims description 7
- 238000004132 cross linking Methods 0.000 claims description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 7
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 6
- 229910052710 silicon Inorganic materials 0.000 claims description 5
- 229920001897 terpolymer Polymers 0.000 claims description 5
- 150000003512 tertiary amines Chemical group 0.000 claims description 5
- 125000004429 atom Chemical group 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000006239 protecting group Chemical group 0.000 claims description 4
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
- IYLVJPBQUSUEBO-UHFFFAOYSA-N 3-[ethyl(hydroxy)silyl]propan-1-amine Chemical compound CC[SiH](O)CCCN IYLVJPBQUSUEBO-UHFFFAOYSA-N 0.000 claims description 3
- LBDLUYSXSVHWAK-UHFFFAOYSA-N 3-[hydroxy(methyl)silyl]propan-1-amine Chemical compound C[SiH](O)CCCN LBDLUYSXSVHWAK-UHFFFAOYSA-N 0.000 claims description 3
- 150000002430 hydrocarbons Chemical group 0.000 claims description 3
- KWYHCNDLVFGDFO-UHFFFAOYSA-N 3-[ethyl(hydroxy)silyl]-N,N-dimethylpropan-1-amine Chemical compound CN(C)CCC[SiH](O)CC KWYHCNDLVFGDFO-UHFFFAOYSA-N 0.000 claims description 2
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- WEAFESPXUBTSGL-UHFFFAOYSA-N diethyl(hydroxy)silane Chemical compound CC[SiH](O)CC WEAFESPXUBTSGL-UHFFFAOYSA-N 0.000 claims description 2
- LWIGVRDDANOFTD-UHFFFAOYSA-N hydroxy(dimethyl)silane Chemical compound C[SiH](C)O LWIGVRDDANOFTD-UHFFFAOYSA-N 0.000 claims description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims 2
- OPPJVIVPIYTIGF-UHFFFAOYSA-N hydroxy-methyl-propylsilane Chemical compound CCC[SiH](C)O OPPJVIVPIYTIGF-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 description 34
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 26
- 238000006116 polymerization reaction Methods 0.000 description 25
- 238000006243 chemical reaction Methods 0.000 description 13
- 238000007306 functionalization reaction Methods 0.000 description 13
- 125000001183 hydrocarbyl group Chemical group 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 238000000034 method Methods 0.000 description 12
- 229920003244 diene elastomer Polymers 0.000 description 11
- 125000003545 alkoxy group Chemical group 0.000 description 10
- 125000003118 aryl group Chemical group 0.000 description 10
- 230000003197 catalytic effect Effects 0.000 description 10
- 238000004073 vulcanization Methods 0.000 description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
- 239000006229 carbon black Substances 0.000 description 9
- 235000019241 carbon black Nutrition 0.000 description 9
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 9
- 238000003780 insertion Methods 0.000 description 8
- 230000037431 insertion Effects 0.000 description 8
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 239000000945 filler Substances 0.000 description 7
- 239000012429 reaction media Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 6
- 238000006460 hydrolysis reaction Methods 0.000 description 6
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 6
- 150000003141 primary amines Chemical class 0.000 description 6
- 150000003335 secondary amines Chemical class 0.000 description 6
- 125000005372 silanol group Chemical group 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 239000012298 atmosphere Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000010382 chemical cross-linking Methods 0.000 description 5
- 238000007334 copolymerization reaction Methods 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 238000005481 NMR spectroscopy Methods 0.000 description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 239000000470 constituent Substances 0.000 description 4
- 229920002521 macromolecule Polymers 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 4
- QIOYHIUHPGORLS-UHFFFAOYSA-N n,n-dimethyl-3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN(C)C QIOYHIUHPGORLS-UHFFFAOYSA-N 0.000 description 4
- 125000002734 organomagnesium group Chemical group 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000005096 rolling process Methods 0.000 description 4
- 239000000523 sample Substances 0.000 description 4
- 150000004756 silanes Chemical class 0.000 description 4
- JXNGSNLOFNAVJI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]-n,n-dimethylpropan-1-amine Chemical compound CO[Si](C)(OC)CCCN(C)C JXNGSNLOFNAVJI-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000001588 bifunctional effect Effects 0.000 description 3
- 239000003426 co-catalyst Substances 0.000 description 3
- 150000001993 dienes Chemical group 0.000 description 3
- 229940043279 diisopropylamine Drugs 0.000 description 3
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- KXDANLFHGCWFRQ-UHFFFAOYSA-N magnesium;butane;octane Chemical group [Mg+2].CCC[CH2-].CCCCCCC[CH2-] KXDANLFHGCWFRQ-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 229920001021 polysulfide Polymers 0.000 description 3
- 238000011002 quantification Methods 0.000 description 3
- 229910000077 silane Inorganic materials 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- BNUAXXYSPOCXSN-UHFFFAOYSA-N tert-butyl-dimethyl-(3-trimethoxysilylpropylsulfanyl)silane Chemical compound CO[Si](OC)(OC)CCCS[Si](C)(C)C(C)(C)C BNUAXXYSPOCXSN-UHFFFAOYSA-N 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- 230000000930 thermomechanical effect Effects 0.000 description 3
- OWRCNXZUPFZXOS-UHFFFAOYSA-N 1,3-diphenylguanidine Chemical compound C=1C=CC=CC=1NC(=N)NC1=CC=CC=C1 OWRCNXZUPFZXOS-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000002028 Biomass Substances 0.000 description 2
- BJOLHWLCEBNCMB-UHFFFAOYSA-N CO[Si](CCCN([SiH3])[Si](C)(C)C)(OC)OC Chemical compound CO[Si](CCCN([SiH3])[Si](C)(C)C)(OC)OC BJOLHWLCEBNCMB-UHFFFAOYSA-N 0.000 description 2
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 230000035508 accumulation Effects 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 238000000149 argon plasma sintering Methods 0.000 description 2
- 238000003490 calendering Methods 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 238000007872 degassing Methods 0.000 description 2
- 238000010511 deprotection reaction Methods 0.000 description 2
- VSYLGGHSEIWGJV-UHFFFAOYSA-N diethyl(dimethoxy)silane Chemical compound CC[Si](CC)(OC)OC VSYLGGHSEIWGJV-UHFFFAOYSA-N 0.000 description 2
- JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 description 2
- 238000006073 displacement reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 229920001002 functional polymer Polymers 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000008246 gaseous mixture Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 2
- 239000012764 mineral filler Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000001208 nuclear magnetic resonance pulse sequence Methods 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920001195 polyisoprene Polymers 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 150000003568 thioethers Chemical group 0.000 description 2
- TUQLLQQWSNWKCF-UHFFFAOYSA-N trimethoxymethylsilane Chemical compound COC([SiH3])(OC)OC TUQLLQQWSNWKCF-UHFFFAOYSA-N 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 239000004711 α-olefin Substances 0.000 description 2
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
- OXYKVVLTXXXVRT-UHFFFAOYSA-N (4-chlorobenzoyl) 4-chlorobenzenecarboperoxoate Chemical compound C1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1 OXYKVVLTXXXVRT-UHFFFAOYSA-N 0.000 description 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- CBXRMKZFYQISIV-UHFFFAOYSA-N 1-n,1-n,1-n',1-n',2-n,2-n,2-n',2-n'-octamethylethene-1,1,2,2-tetramine Chemical compound CN(C)C(N(C)C)=C(N(C)C)N(C)C CBXRMKZFYQISIV-UHFFFAOYSA-N 0.000 description 1
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- UQSXEMVUGMPGLS-UHFFFAOYSA-N 2-tert-butylperoxycarbonylbenzoic acid Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1C(O)=O UQSXEMVUGMPGLS-UHFFFAOYSA-N 0.000 description 1
- 238000005133 29Si NMR spectroscopy Methods 0.000 description 1
- XOXVZVBHKYKBRQ-UHFFFAOYSA-N 3-[diethoxy(ethyl)silyl]-n,n-dimethylpropan-1-amine Chemical compound CCO[Si](CC)(OCC)CCCN(C)C XOXVZVBHKYKBRQ-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- DRATVJSNFAQQSS-UHFFFAOYSA-N CN(C)CCC[SiH](O)C Chemical compound CN(C)CCC[SiH](O)C DRATVJSNFAQQSS-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 101000801643 Homo sapiens Retinal-specific phospholipid-transporting ATPase ABCA4 Proteins 0.000 description 1
- 239000006237 Intermediate SAF Substances 0.000 description 1
- 238000012565 NMR experiment Methods 0.000 description 1
- 102100033617 Retinal-specific phospholipid-transporting ATPase ABCA4 Human genes 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- 239000011954 Ziegler–Natta catalyst Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 150000001336 alkenes Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 238000010539 anionic addition polymerization reaction Methods 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000010692 aromatic oil Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 125000000732 arylene group Chemical group 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 239000007767 bonding agent Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 238000001460 carbon-13 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000013626 chemical specie Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000001112 coagulating effect Effects 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000000000 cycloalkoxy group Chemical group 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- ZMAPKOCENOWQRE-UHFFFAOYSA-N diethoxy(diethyl)silane Chemical compound CCO[Si](CC)(CC)OCC ZMAPKOCENOWQRE-UHFFFAOYSA-N 0.000 description 1
- YYLGKUPAFFKGRQ-UHFFFAOYSA-N dimethyldiethoxysilane Chemical compound CCO[Si](C)(C)OCC YYLGKUPAFFKGRQ-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000012156 elution solvent Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- YSLVSGVAVRTLAV-UHFFFAOYSA-N ethyl(dimethoxy)silane Chemical compound CC[SiH](OC)OC YSLVSGVAVRTLAV-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000002270 exclusion chromatography Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 229940083094 guanine derivative acting on arteriolar smooth muscle Drugs 0.000 description 1
- 238000003919 heteronuclear multiple bond coherence Methods 0.000 description 1
- 238000005570 heteronuclear single quantum coherence Methods 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 238000010550 living polymerization reaction Methods 0.000 description 1
- YHNWUQFTJNJVNU-UHFFFAOYSA-N magnesium;butane;ethane Chemical compound [Mg+2].[CH2-]C.CCC[CH2-] YHNWUQFTJNJVNU-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
- 239000011325 microbead Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- AQIQPUUNTCVHBS-UHFFFAOYSA-N n,n-dimethyl-3-triethoxysilylpropan-1-amine Chemical compound CCO[Si](OCC)(OCC)CCCN(C)C AQIQPUUNTCVHBS-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 150000001282 organosilanes Chemical class 0.000 description 1
- 239000010690 paraffinic oil Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 238000010966 qNMR Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000012763 reinforcing filler Substances 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 239000011265 semifinished product Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 125000005353 silylalkyl group Chemical group 0.000 description 1
- 238000001542 size-exclusion chromatography Methods 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 150000003440 styrenes Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- QAZLUNIWYYOJPC-UHFFFAOYSA-M sulfenamide Chemical compound [Cl-].COC1=C(C)C=[N+]2C3=NC4=CC=C(OC)C=C4N3SCC2=C1C QAZLUNIWYYOJPC-UHFFFAOYSA-M 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- APSWPUQBZTULCI-UHFFFAOYSA-N tert-butyl-[3-[dimethoxy(methyl)silyl]propylsulfanyl]-dimethylsilane Chemical compound CO[Si](C)(OC)CCCS[Si](C)(C)C(C)(C)C APSWPUQBZTULCI-UHFFFAOYSA-N 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
- ZQFHHQHREABVNX-UHFFFAOYSA-N triethoxy-(propyldisulfanyl)silane Chemical compound CCCSS[Si](OCC)(OCC)OCC ZQFHHQHREABVNX-UHFFFAOYSA-N 0.000 description 1
- VTHOKNTVYKTUPI-UHFFFAOYSA-N triethoxy-[3-(3-triethoxysilylpropyltetrasulfanyl)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCSSSSCCC[Si](OCC)(OCC)OCC VTHOKNTVYKTUPI-UHFFFAOYSA-N 0.000 description 1
- NKLYMYLJOXIVFB-UHFFFAOYSA-N triethoxymethylsilane Chemical compound CCOC([SiH3])(OCC)OCC NKLYMYLJOXIVFB-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical class CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000012936 vulcanization activator Substances 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- MBBWTVUFIXOUBE-UHFFFAOYSA-L zinc;dicarbamodithioate Chemical compound [Zn+2].NC([S-])=S.NC([S-])=S MBBWTVUFIXOUBE-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/02—Ethene
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
- B60C1/0016—Compositions of the tread
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C11/00—Tyre tread bands; Tread patterns; Anti-skid inserts
- B60C11/0008—Tyre tread bands; Tread patterns; Anti-skid inserts characterised by the tread rubber
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/04—Homopolymers or copolymers of ethene
- C08L23/08—Copolymers of ethene
- C08L23/0807—Copolymers of ethene with unsaturated hydrocarbons only containing four or more carbon atoms
- C08L23/083—Copolymers of ethene with unsaturated hydrocarbons only containing four or more carbon atoms with aliphatic polyenes, i.e. containing two or more carbon-to-carbon double bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C11/00—Tyre tread bands; Tread patterns; Anti-skid inserts
- B60C11/0008—Tyre tread bands; Tread patterns; Anti-skid inserts characterised by the tread rubber
- B60C2011/0016—Physical properties or dimensions
- B60C2011/0025—Modulus or tan delta
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2810/00—Chemical modification of a polymer
- C08F2810/40—Chemical modification of a polymer taking place solely at one end or both ends of the polymer backbone, i.e. not in the side or lateral chains
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02T—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
- Y02T10/00—Road transport of goods or passengers
- Y02T10/80—Technologies aiming to reduce greenhouse gasses emissions common to all road transportation technologies
- Y02T10/86—Optimisation of rolling resistance, e.g. weight reduction
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Tires In General (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1755109A FR3067355A1 (fr) | 2017-06-08 | 2017-06-08 | Composition de caoutchouc |
| EP18737664.5A EP3634776B1 (fr) | 2017-06-08 | 2018-06-06 | Composition de caoutchouc |
| JP2019567700A JP7187492B2 (ja) | 2017-06-08 | 2018-06-06 | ゴム組成物 |
| CN201880036892.7A CN110709259B (zh) | 2017-06-08 | 2018-06-06 | 橡胶组合物 |
| PCT/FR2018/051307 WO2018224776A1 (fr) | 2017-06-08 | 2018-06-06 | Composition de caoutchouc |
| US16/620,257 US20210079135A1 (en) | 2017-06-08 | 2018-06-06 | Rubber composition |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1755109A FR3067355A1 (fr) | 2017-06-08 | 2017-06-08 | Composition de caoutchouc |
| FR1755109 | 2017-06-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR3067355A1 true FR3067355A1 (fr) | 2018-12-14 |
Family
ID=59930480
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR1755109A Ceased FR3067355A1 (fr) | 2017-06-08 | 2017-06-08 | Composition de caoutchouc |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20210079135A1 (https=) |
| EP (1) | EP3634776B1 (https=) |
| JP (1) | JP7187492B2 (https=) |
| CN (1) | CN110709259B (https=) |
| FR (1) | FR3067355A1 (https=) |
| WO (1) | WO2018224776A1 (https=) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020128250A1 (fr) * | 2018-12-21 | 2020-06-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
| WO2023222698A1 (fr) * | 2022-05-17 | 2023-11-23 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'un elastomere fortement sature et d'un plastifiant liquide polaire |
| WO2023222697A1 (fr) * | 2022-05-17 | 2023-11-23 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'un elastomere fortement sature et d'un plastifiant liquide |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3087443B3 (fr) * | 2018-10-23 | 2020-10-23 | Michelin & Cie | Composition de caoutchouc |
| FR3090639A3 (fr) * | 2018-12-20 | 2020-06-26 | Michelin & Cie | Terpolymères d’éthylène, de 1,3-butadiène et d’une α-monooléfine aromatique. |
| FR3090656A3 (fr) * | 2018-12-21 | 2020-06-26 | Michelin & Cie | Bande de roulement pour pneumatique |
| FR3104585B1 (fr) | 2019-12-17 | 2021-12-03 | Michelin & Cie | Système catalytique à base d’un métallocène et d’un diorganomagnésien |
| FR3104586B1 (fr) | 2019-12-17 | 2021-12-03 | Michelin & Cie | Composé diorganomagnésien asymétrique pour système catalytique |
| FR3104584B1 (fr) | 2019-12-17 | 2021-12-03 | Michelin & Cie | Composé diorganomagnésien asymétrique |
| FR3108117B1 (fr) * | 2020-03-10 | 2022-03-25 | Michelin & Cie | Procédé de fabrication d’une composition de caoutchouc. |
| FR3116276B1 (fr) | 2020-11-19 | 2023-11-10 | Michelin & Cie | Diorganomagnésien ayant une chaîne diénique ou oléfinique et fonctionnelle amine |
| FR3116539B1 (fr) | 2020-11-24 | 2022-11-25 | Michelin & Cie | Système catalytique à base d’un métallocène de terre rare et d’un co-catalyseur ayant plusieurs liaisons carbone magnésium. |
| FR3116535B1 (fr) | 2020-11-24 | 2022-11-25 | Michelin & Cie | Polymères téléchéliques à base d’éthylène et de 1,3-diène |
| FR3116540B1 (fr) | 2020-11-24 | 2023-11-03 | Michelin & Cie | Système catalytique à base d’un métallocène de terre rare et d’un co-catalyseur ayant plusieurs liaisons carbone magnésium. |
| FR3116538B1 (fr) | 2020-11-24 | 2022-11-25 | Michelin & Cie | Co-catalyseur comprenant plusieurs liaisons carbone magnésium |
| FR3129399B1 (fr) | 2021-11-22 | 2023-11-10 | Michelin & Cie | Composition de caoutchouc |
| FR3129398B1 (fr) | 2021-11-22 | 2025-05-23 | Michelin & Cie | Composition de caoutchouc |
| FR3129401B1 (fr) | 2021-11-22 | 2023-11-10 | Michelin & Cie | Composition de caoutchouc |
| FR3129396B1 (fr) | 2021-11-22 | 2023-11-10 | Michelin & Cie | Composition de caoutchouc |
| FR3129397B1 (fr) * | 2021-11-22 | 2023-11-10 | Michelin & Cie | Composition de caoutchouc |
| FR3129400B1 (fr) * | 2021-11-22 | 2023-11-10 | Michelin & Cie | Composition de caoutchouc |
| FR3141178B1 (fr) | 2022-10-25 | 2026-04-24 | Cie Generale Des Etablissements Michelin | Composition de caoutchouc |
| FR3143035B1 (fr) | 2022-12-08 | 2024-11-29 | Michelin & Cie | Composition de caoutchouc |
| FR3148030A1 (fr) | 2023-04-24 | 2024-10-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
| FR3153822B1 (fr) * | 2023-10-05 | 2025-10-10 | Michelin & Cie | système catalytique comprenant un métallocène pour la synthèse de polyéthylène et de copolymère d’éthylène et de 1,3-diène. |
| FR3153823B1 (fr) * | 2023-10-05 | 2025-10-10 | Michelin & Cie | système catalytique comprenant un métallocène pour la synthèse de polyéthylène et de copolymère d’éthylène et de 1,3-diène. |
| FR3153824A1 (fr) * | 2023-10-05 | 2025-04-11 | Compagnie Generale Des Etablissements Michelin | procédé de fonctionnalisation cétone de polyéthylènes et de copolymères contenant des unités éthylène et des unités 1,3-diène. |
| FR3160409B1 (fr) | 2024-03-21 | 2026-03-27 | Michelin & Cie | Système catalytique comprenant un métallocène pour la synthèse de polyéthylène et de copolymère d’éthylène et de 1,3-diène. |
| FR3160408B1 (fr) | 2024-03-21 | 2026-03-27 | Michelin & Cie | Procédé de préparation d’un polyéthylène ou d’un copolymère d’éthylène et de 1,3-diène. |
| FR3163649A1 (fr) | 2024-06-20 | 2025-12-26 | Compagnie Generale Des Etablissements Michelin | Fonctionnalisation vinylidène en extrémité de chaîne des polyéthylènes et des copolymères contenant des unités éthylène et des unités d’un 1,3-diène. |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20150353716A1 (en) * | 2013-01-22 | 2015-12-10 | Compagnie Generale Des Etablissements Michelin | Rubber composition comprising a highly saturated diene elastomer |
| US20160319045A1 (en) * | 2013-12-18 | 2016-11-03 | Compagnie Generale Des Etablissements Michelin | Modified diene elastomer and rubber composition containing same |
| WO2017060395A1 (fr) * | 2015-10-08 | 2017-04-13 | Compagnie Generale Des Etablissements Michelin | Elastomère diénique possédant une fonction en milieu de chaîne et composition de caoutchouc le contenant |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1637556A1 (en) | 1995-05-22 | 2006-03-22 | Cabot Corporation | Elastomer compounds incorporating silicon-treated carbon blacks |
| WO1999028380A1 (fr) | 1997-11-28 | 1999-06-10 | Compagnie Generale Des Etablissements Michelin - Michelin & Cie | Composition de caoutchouc pour pneumatiques, renforcee d'un noir de carbone revetu d'une couche alumineuse |
| FR2799468B1 (fr) | 1999-10-12 | 2006-04-28 | Michelin Soc Tech | Systeme catalytique utilisable pour la copolymerisation de l'ethylene et d'un diene conjugue, procede de preparation de ce systeme catalytique et d'un copolymere d'ethylene et d'un diene conjugue |
| ES2320087T3 (es) | 1999-11-12 | 2009-05-19 | Bridgestone Corporation | Polimeros modificados preparados con catalizadores basados en lantanido. |
| WO2002031041A1 (fr) | 2000-10-13 | 2002-04-18 | Societe De Technologie Michelin | Composition de caoutchouc comportant a titre d'agent de couplage un organosilane polyfonctionnel |
| KR100776926B1 (ko) | 2000-10-13 | 2007-11-20 | 소시에떼 드 테크놀로지 미쉐린 | 커플링제로서 사용하기 위한 다관능성 오가노실란 및 이의제조방법 |
| EP1419195B1 (fr) | 2001-06-28 | 2010-04-21 | Société de Technologie Michelin | Bande de roulement pour pneumatique renforcee d'une silice a basse surface specifique |
| EP1404755A1 (fr) | 2001-06-28 | 2004-04-07 | Société de Technologie Michelin | Bande de roulement pour pneumatique renforcee d'une silice a tres basse surface specifique |
| BR0211898A (pt) | 2001-08-13 | 2004-09-21 | Michelin Soc Tech | Composição de borracha diênica para pneumático, processo para preparar a mesma, utilização de uma composição de borracha, artigo semi-acabado de borracha para pneumático, pneumático, banda de rodagem de pneumático, e, processo para reforçar uma composição de borracha diênica destinada à fabricação de pneumáticos |
| EP1554321B1 (fr) | 2002-10-16 | 2014-06-04 | Compagnie Generale Des Etablissements Michelin | Copolymeres ethylene/butadiene, systeme catalytique pour les produires et production desdits polymeres |
| FR2886304B1 (fr) | 2005-05-26 | 2007-08-10 | Michelin Soc Tech | Composition de caoutchouc pour pneumatique comportant un systeme de couplage organosilicique |
| FR2886306B1 (fr) | 2005-05-26 | 2007-07-06 | Michelin Soc Tech | Composition de caoutchouc pour pneumatique comportant un agent de couplage organosiloxane |
| FR2886305B1 (fr) | 2005-05-26 | 2007-08-10 | Michelin Soc Tech | Composition de caoutchouc pour pneumatique comportant un agent de couplage organosilicique et un agent de recouvrement de charge inorganique |
| FR2893028B1 (fr) | 2005-11-09 | 2008-02-15 | Michelin Soc Tech | Complexe metallocene borohydrure d'un lanthanide, systeme catalytique l'incorporant, procede de polymerisation l'utilisant et copolymere ethylene/butadiene obtenu par ce procede |
| FR2893029B1 (fr) | 2005-11-09 | 2009-01-16 | Michelin Soc Tech | Complexe metallocene borohydrure d'un lanthanide, systeme catalytique l'incorporant, procede de polymerisation l'utilisant et copolymere ethylene/butadiene obtenu par ce procede |
| ATE551349T1 (de) | 2005-11-30 | 2012-04-15 | Epict Technologies Corp | Methode unter verwendung von reversibel blockierten markierungsoligonukleotiden |
| WO2009051073A1 (ja) | 2007-10-18 | 2009-04-23 | Sumitomo Rubber Industries, Ltd. | タイヤ |
| JP2013144720A (ja) | 2010-04-23 | 2013-07-25 | Jsr Corp | ゴム組成物及びタイヤ |
| FR3023844B1 (fr) | 2014-07-21 | 2016-07-22 | Michelin & Cie | Composition de caoutchouc |
| FR3024154B1 (fr) | 2014-07-22 | 2016-07-22 | Michelin & Cie | Pneumatique pour avion |
| US10589578B2 (en) | 2015-03-06 | 2020-03-17 | Bridgestone Corporation | Tire |
-
2017
- 2017-06-08 FR FR1755109A patent/FR3067355A1/fr not_active Ceased
-
2018
- 2018-06-06 WO PCT/FR2018/051307 patent/WO2018224776A1/fr not_active Ceased
- 2018-06-06 CN CN201880036892.7A patent/CN110709259B/zh active Active
- 2018-06-06 EP EP18737664.5A patent/EP3634776B1/fr active Active
- 2018-06-06 JP JP2019567700A patent/JP7187492B2/ja active Active
- 2018-06-06 US US16/620,257 patent/US20210079135A1/en not_active Abandoned
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20150353716A1 (en) * | 2013-01-22 | 2015-12-10 | Compagnie Generale Des Etablissements Michelin | Rubber composition comprising a highly saturated diene elastomer |
| US20160319045A1 (en) * | 2013-12-18 | 2016-11-03 | Compagnie Generale Des Etablissements Michelin | Modified diene elastomer and rubber composition containing same |
| WO2017060395A1 (fr) * | 2015-10-08 | 2017-04-13 | Compagnie Generale Des Etablissements Michelin | Elastomère diénique possédant une fonction en milieu de chaîne et composition de caoutchouc le contenant |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020128250A1 (fr) * | 2018-12-21 | 2020-06-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
| FR3090658A1 (fr) * | 2018-12-21 | 2020-06-26 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
| WO2023222698A1 (fr) * | 2022-05-17 | 2023-11-23 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'un elastomere fortement sature et d'un plastifiant liquide polaire |
| WO2023222697A1 (fr) * | 2022-05-17 | 2023-11-23 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'un elastomere fortement sature et d'un plastifiant liquide |
| FR3135723A1 (fr) * | 2022-05-17 | 2023-11-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d’un elastomere fortement sature et d’un plastifiant liquide polaire |
| FR3135722A1 (fr) * | 2022-05-17 | 2023-11-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d’un elastomere fortement sature et d’un plastifiant liquide |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2018224776A1 (fr) | 2018-12-13 |
| CN110709259B (zh) | 2022-07-15 |
| CN110709259A (zh) | 2020-01-17 |
| JP7187492B2 (ja) | 2022-12-12 |
| JP2020522599A (ja) | 2020-07-30 |
| US20210079135A1 (en) | 2021-03-18 |
| EP3634776B1 (fr) | 2021-08-25 |
| EP3634776A1 (fr) | 2020-04-15 |
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